Natural Product: NPC471988

Natural Product ID:  NPC471988
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C22H26O8
Standard InCHIKey:  YCWJRVPTFUUJIS-NPFVIJTESA-N
Standard InCHI:  InChI=1S/C22H26O8/c1-13(23)29-11-16-21(15-5-7-18(25)20(9-15)28-3)30-12-22(16,26)10-14-4-6-17(24)19(8-14)27-2/h4-9,16,21,24-26H,10-12H2,1-3H3/t16-,21-,22-/m1/s1
Canonical SMILES:  COc1cc(ccc1O)C[C@@]1(O)CO[C@@H]([C@H]1COC(=O)C)c1ccc(c(c1)OC)O
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO23024 Epimedium koreanum Species Berberidaceae Eukaryota Aerial parts Herbal garden of Chungbuk National University, Cheongju, Korea 2012-OCT PMID[24963714]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 50000 nM 25990761
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 50000 nM 16180826

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC471988 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9845 High Similarity NPC67247
0.9621 High Similarity NPC281780
0.9481 High Similarity NPC131971
0.9481 High Similarity NPC67467
0.9462 High Similarity NPC277804
0.9389 High Similarity NPC4940
0.9389 High Similarity NPC207400
0.9389 High Similarity NPC181049
0.9385 High Similarity NPC187998
0.9385 High Similarity NPC64201
0.9385 High Similarity NPC153739
0.9385 High Similarity NPC257582
0.9385 High Similarity NPC42300
0.9385 High Similarity NPC242807
0.9385 High Similarity NPC92164
0.9385 High Similarity NPC77040
0.9385 High Similarity NPC241522
0.9385 High Similarity NPC145305
0.9385 High Similarity NPC174495
0.938 High Similarity NPC128208
0.938 High Similarity NPC21867
0.938 High Similarity NPC11258
0.938 High Similarity NPC282703
0.938 High Similarity NPC45774
0.938 High Similarity NPC184733
0.938 High Similarity NPC129570
0.9313 High Similarity NPC228346
0.9313 High Similarity NPC7171
0.9313 High Similarity NPC27843
0.9313 High Similarity NPC115207
0.9313 High Similarity NPC158079
0.9313 High Similarity NPC40432
0.9313 High Similarity NPC161557
0.9308 High Similarity NPC475875
0.9265 High Similarity NPC100675
0.9248 High Similarity NPC135127
0.9231 High Similarity NPC470084
0.9197 High Similarity NPC253722
0.9197 High Similarity NPC31751
0.9197 High Similarity NPC253481
0.9173 High Similarity NPC158331
0.9154 High Similarity NPC5428
0.9154 High Similarity NPC165045
0.9154 High Similarity NPC118533
0.9137 High Similarity NPC163898
0.9137 High Similarity NPC223185
0.9137 High Similarity NPC477702
0.9104 High Similarity NPC287745
0.9104 High Similarity NPC326095
0.9104 High Similarity NPC244983
0.9098 High Similarity NPC204215
0.9098 High Similarity NPC175067
0.9098 High Similarity NPC471505
0.9078 High Similarity NPC102934
0.9078 High Similarity NPC252402
0.9077 High Similarity NPC206882
0.9071 High Similarity NPC212890
0.9051 High Similarity NPC147379
0.9037 High Similarity NPC135777
0.9037 High Similarity NPC34103
0.9037 High Similarity NPC24490
0.9037 High Similarity NPC142547
0.9037 High Similarity NPC165155
0.9037 High Similarity NPC99572
0.9037 High Similarity NPC141765
0.9037 High Similarity NPC126409
0.9037 High Similarity NPC101624
0.9037 High Similarity NPC184938
0.9 High Similarity NPC148627
0.8993 High Similarity NPC470811
0.8993 High Similarity NPC106920
0.8993 High Similarity NPC273657
0.8993 High Similarity NPC477696
0.8993 High Similarity NPC477697
0.8992 High Similarity NPC317769
0.8992 High Similarity NPC31344
0.8986 High Similarity NPC472711
0.8978 High Similarity NPC193666
0.8978 High Similarity NPC123526
0.8978 High Similarity NPC88640
0.8971 High Similarity NPC263367
0.8971 High Similarity NPC10737
0.8971 High Similarity NPC156502
0.8971 High Similarity NPC77861
0.8971 High Similarity NPC29799
0.8971 High Similarity NPC209985
0.8971 High Similarity NPC477939
0.8971 High Similarity NPC177160
0.8971 High Similarity NPC54743
0.8963 High Similarity NPC187616
0.8963 High Similarity NPC4982
0.8963 High Similarity NPC471942
0.8963 High Similarity NPC176814
0.8963 High Similarity NPC300776
0.8963 High Similarity NPC68779
0.8963 High Similarity NPC5310
0.8963 High Similarity NPC193026
0.8963 High Similarity NPC49603
0.8955 High Similarity NPC106739
0.8944 High Similarity NPC236166
0.8939 High Similarity NPC474178
0.8939 High Similarity NPC252307
0.8939 High Similarity NPC245826
0.8929 High Similarity NPC470235
0.8929 High Similarity NPC84181
0.8929 High Similarity NPC283995
0.8929 High Similarity NPC87883
0.8929 High Similarity NPC129417
0.8921 High Similarity NPC476356
0.8905 High Similarity NPC126206
0.8897 High Similarity NPC113295
0.8881 High Similarity NPC125570
0.8881 High Similarity NPC474017
0.8864 High Similarity NPC118787
0.8864 High Similarity NPC163332
0.8864 High Similarity NPC111247
0.8864 High Similarity NPC319625
0.8864 High Similarity NPC147821
0.8864 High Similarity NPC292056
0.8864 High Similarity NPC41706
0.8864 High Similarity NPC183181
0.8857 High Similarity NPC185307
0.8857 High Similarity NPC477898
0.8857 High Similarity NPC46092
0.8857 High Similarity NPC470950
0.8849 High Similarity NPC471414
0.8846 High Similarity NPC473451
0.8846 High Similarity NPC280704
0.8846 High Similarity NPC471693
0.8837 High Similarity NPC172676
0.8837 High Similarity NPC65933
0.8837 High Similarity NPC57268
0.8837 High Similarity NPC312713
0.8837 High Similarity NPC216929
0.8837 High Similarity NPC126935
0.8832 High Similarity NPC471719
0.8832 High Similarity NPC471664
0.8832 High Similarity NPC120852
0.8832 High Similarity NPC471665
0.8828 High Similarity NPC267091
0.8828 High Similarity NPC476434
0.8828 High Similarity NPC478268
0.8824 High Similarity NPC470881
0.8806 High Similarity NPC173308
0.8806 High Similarity NPC275950
0.8806 High Similarity NPC181079
0.8803 High Similarity NPC112861
0.8803 High Similarity NPC474054
0.8794 High Similarity NPC474444
0.8794 High Similarity NPC284881
0.8794 High Similarity NPC110063
0.8794 High Similarity NPC93433
0.8794 High Similarity NPC264706
0.8788 High Similarity NPC178284
0.8788 High Similarity NPC120225
0.8788 High Similarity NPC213552
0.8788 High Similarity NPC191037
0.8788 High Similarity NPC58607
0.8786 High Similarity NPC253878
0.8786 High Similarity NPC52664
0.8786 High Similarity NPC140502
0.8786 High Similarity NPC287124
0.8786 High Similarity NPC476842
0.8786 High Similarity NPC476840
0.8779 High Similarity NPC34902
0.8779 High Similarity NPC131747
0.8779 High Similarity NPC18449
0.8779 High Similarity NPC257682
0.8779 High Similarity NPC146355
0.8779 High Similarity NPC121783
0.8777 High Similarity NPC55793
0.8777 High Similarity NPC254759
0.8777 High Similarity NPC309124
0.8777 High Similarity NPC184797
0.8777 High Similarity NPC160283
0.8777 High Similarity NPC177868
0.8776 High Similarity NPC38699
0.8769 High Similarity NPC85488
0.8768 High Similarity NPC474039
0.8767 High Similarity NPC115466
0.8767 High Similarity NPC473236
0.8767 High Similarity NPC61604
0.8767 High Similarity NPC245615
0.8767 High Similarity NPC115203
0.8767 High Similarity NPC299706
0.8759 High Similarity NPC243891
0.8759 High Similarity NPC475756
0.8759 High Similarity NPC93783
0.875 High Similarity NPC26394
0.875 High Similarity NPC6836
0.8741 High Similarity NPC476345
0.8741 High Similarity NPC470095
0.8741 High Similarity NPC470096
0.8732 High Similarity NPC18979
0.8732 High Similarity NPC279298
0.8732 High Similarity NPC22150
0.8732 High Similarity NPC38041
0.8731 High Similarity NPC86030
0.8731 High Similarity NPC170844
0.8731 High Similarity NPC83062

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC471988 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.8731 High Similarity NPD3027 Phase 3
0.8355 Intermediate Similarity NPD6234 Discontinued
0.8182 Intermediate Similarity NPD7266 Discontinued
0.8146 Intermediate Similarity NPD37 Approved
0.8143 Intermediate Similarity NPD4060 Phase 1
0.8143 Intermediate Similarity NPD1613 Approved
0.8143 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.814 Intermediate Similarity NPD5283 Phase 1
0.8105 Intermediate Similarity NPD4966 Approved
0.8105 Intermediate Similarity NPD4967 Phase 2
0.8105 Intermediate Similarity NPD4965 Approved
0.8015 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD3705 Approved
0.7987 Intermediate Similarity NPD7228 Approved
0.7986 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7984 Intermediate Similarity NPD228 Approved
0.7973 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7914 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7914 Intermediate Similarity NPD2861 Phase 2
0.7891 Intermediate Similarity NPD4110 Phase 3
0.7891 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7887 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7887 Intermediate Similarity NPD3620 Phase 2
0.7838 Intermediate Similarity NPD6190 Approved
0.7832 Intermediate Similarity NPD6355 Discontinued
0.7829 Intermediate Similarity NPD3021 Approved
0.7829 Intermediate Similarity NPD3022 Approved
0.7818 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7801 Intermediate Similarity NPD7095 Approved
0.7785 Intermediate Similarity NPD7199 Phase 2
0.7763 Intermediate Similarity NPD1653 Approved
0.7756 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7687 Intermediate Similarity NPD5763 Approved
0.7687 Intermediate Similarity NPD5762 Approved
0.7683 Intermediate Similarity NPD7685 Pre-registration
0.7677 Intermediate Similarity NPD1934 Approved
0.7655 Intermediate Similarity NPD6653 Approved
0.7651 Intermediate Similarity NPD4628 Phase 3
0.7647 Intermediate Similarity NPD1357 Approved
0.7626 Intermediate Similarity NPD2982 Phase 2
0.7626 Intermediate Similarity NPD2983 Phase 2
0.7606 Intermediate Similarity NPD4908 Phase 1
0.7569 Intermediate Similarity NPD6233 Phase 2
0.7554 Intermediate Similarity NPD2981 Phase 2
0.7554 Intermediate Similarity NPD1608 Approved
0.7546 Intermediate Similarity NPD3818 Discontinued
0.7535 Intermediate Similarity NPD3018 Phase 2
0.7532 Intermediate Similarity NPD3882 Suspended
0.7517 Intermediate Similarity NPD1558 Phase 1
0.7517 Intermediate Similarity NPD4140 Approved
0.7516 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6798 Discontinued
0.75 Intermediate Similarity NPD5536 Phase 2
0.75 Intermediate Similarity NPD2438 Suspended
0.7483 Intermediate Similarity NPD7097 Phase 1
0.7482 Intermediate Similarity NPD1610 Phase 2
0.7481 Intermediate Similarity NPD7157 Approved
0.747 Intermediate Similarity NPD7240 Approved
0.7468 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD3817 Phase 2
0.7467 Intermediate Similarity NPD4236 Phase 3
0.7467 Intermediate Similarity NPD4237 Approved
0.7467 Intermediate Similarity NPD6674 Discontinued
0.7453 Intermediate Similarity NPD8127 Discontinued
0.745 Intermediate Similarity NPD1375 Discontinued
0.7434 Intermediate Similarity NPD5058 Phase 3
0.7432 Intermediate Similarity NPD7033 Discontinued
0.7423 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7423 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7423 Intermediate Similarity NPD6166 Phase 2
0.7419 Intermediate Similarity NPD3686 Approved
0.7419 Intermediate Similarity NPD3687 Approved
0.7407 Intermediate Similarity NPD6232 Discontinued
0.7405 Intermediate Similarity NPD2801 Approved
0.7405 Intermediate Similarity NPD2977 Approved
0.7405 Intermediate Similarity NPD2978 Approved
0.7403 Intermediate Similarity NPD7314 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD5585 Approved
0.7388 Intermediate Similarity NPD5535 Approved
0.7388 Intermediate Similarity NPD7843 Approved
0.7379 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7378 Intermediate Similarity NPD7473 Discontinued
0.7376 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7351 Intermediate Similarity NPD3060 Approved
0.7351 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7349 Intermediate Similarity NPD7074 Phase 3
0.7348 Intermediate Similarity NPD2684 Approved
0.7347 Intermediate Similarity NPD4340 Discontinued
0.7347 Intermediate Similarity NPD230 Phase 1
0.7338 Intermediate Similarity NPD17 Approved
0.7338 Intermediate Similarity NPD4626 Approved
0.7338 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7337 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD6005 Phase 3
0.7333 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD6004 Phase 3
0.7333 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD6002 Phase 3
0.7329 Intermediate Similarity NPD4062 Phase 3
0.7324 Intermediate Similarity NPD1283 Approved
0.7315 Intermediate Similarity NPD5588 Approved
0.7308 Intermediate Similarity NPD4210 Discontinued
0.7303 Intermediate Similarity NPD6331 Phase 2
0.7303 Intermediate Similarity NPD8166 Discontinued
0.7296 Intermediate Similarity NPD5563 Clinical (unspecified phase)
0.7296 Intermediate Similarity NPD1465 Phase 2
0.7289 Intermediate Similarity NPD7054 Approved
0.7289 Intermediate Similarity NPD5844 Phase 1
0.7286 Intermediate Similarity NPD3847 Discontinued
0.7286 Intermediate Similarity NPD3496 Discontinued
0.7285 Intermediate Similarity NPD5958 Discontinued
0.7279 Intermediate Similarity NPD2238 Phase 2
0.7279 Intermediate Similarity NPD2979 Phase 3
0.7273 Intermediate Similarity NPD1358 Approved
0.7267 Intermediate Similarity NPD6032 Approved
0.7267 Intermediate Similarity NPD2935 Discontinued
0.7267 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7266 Intermediate Similarity NPD5691 Approved
0.726 Intermediate Similarity NPD3764 Approved
0.7255 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7254 Intermediate Similarity NPD4749 Approved
0.7248 Intermediate Similarity NPD4536 Approved
0.7248 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD4538 Approved
0.7246 Intermediate Similarity NPD7472 Approved
0.7234 Intermediate Similarity NPD422 Phase 1
0.7234 Intermediate Similarity NPD1091 Approved
0.723 Intermediate Similarity NPD5735 Approved
0.723 Intermediate Similarity NPD5124 Phase 1
0.723 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD6671 Approved
0.7219 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD7549 Discontinued
0.7202 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7197 Intermediate Similarity NPD3134 Approved
0.7194 Intermediate Similarity NPD1548 Phase 1
0.7192 Intermediate Similarity NPD4625 Phase 3
0.7188 Intermediate Similarity NPD8455 Phase 2
0.7179 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7178 Intermediate Similarity NPD5494 Approved
0.7172 Intermediate Similarity NPD9494 Approved
0.7172 Intermediate Similarity NPD5736 Approved
0.7171 Intermediate Similarity NPD4534 Discontinued
0.7168 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7161 Intermediate Similarity NPD1511 Approved
0.7161 Intermediate Similarity NPD4357 Discontinued
0.716 Intermediate Similarity NPD7075 Discontinued
0.7153 Intermediate Similarity NPD3094 Phase 2
0.7153 Intermediate Similarity NPD2797 Approved
0.7153 Intermediate Similarity NPD987 Approved
0.7152 Intermediate Similarity NPD6055 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD2161 Phase 2
0.7143 Intermediate Similarity NPD5110 Phase 2
0.7143 Intermediate Similarity NPD6374 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD5111 Phase 2
0.7143 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD5109 Approved
0.7135 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD4359 Approved
0.7132 Intermediate Similarity NPD3020 Approved
0.7124 Intermediate Similarity NPD5177 Phase 3
0.7124 Intermediate Similarity NPD1652 Phase 2
0.7115 Intermediate Similarity NPD3536 Discontinued
0.7115 Intermediate Similarity NPD4123 Phase 3
0.7114 Intermediate Similarity NPD3657 Discovery
0.7113 Intermediate Similarity NPD1281 Approved
0.7113 Intermediate Similarity NPD1535 Discovery
0.7107 Intermediate Similarity NPD4380 Phase 2
0.7107 Intermediate Similarity NPD7028 Phase 2
0.7103 Intermediate Similarity NPD5647 Approved
0.7103 Intermediate Similarity NPD6584 Phase 3
0.7101 Intermediate Similarity NPD6797 Phase 2
0.7097 Intermediate Similarity NPD6666 Approved
0.7097 Intermediate Similarity NPD6667 Approved
0.7095 Intermediate Similarity NPD1726 Clinical (unspecified phase)
0.7095 Intermediate Similarity NPD2674 Phase 3
0.7092 Intermediate Similarity NPD5126 Approved
0.7092 Intermediate Similarity NPD5125 Phase 3
0.7092 Intermediate Similarity NPD1778 Approved
0.7086 Intermediate Similarity NPD5960 Phase 3
0.7083 Intermediate Similarity NPD8651 Approved
0.7083 Intermediate Similarity NPD6696 Suspended
0.7078 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7076 Intermediate Similarity NPD7310 Approved
0.7076 Intermediate Similarity NPD7312 Approved
0.7076 Intermediate Similarity NPD7313 Approved
0.7076 Intermediate Similarity NPD7311 Approved
0.7073 Intermediate Similarity NPD4666 Phase 3
0.7072 Intermediate Similarity NPD7680 Approved
0.7071 Intermediate Similarity NPD1894 Discontinued
0.707 Intermediate Similarity NPD5261 Clinical (unspecified phase)
0.707 Intermediate Similarity NPD1512 Approved
0.7068 Intermediate Similarity NPD968 Approved
0.7063 Intermediate Similarity NPD2233 Approved
0.7063 Intermediate Similarity NPD6386 Approved
0.7063 Intermediate Similarity NPD2230 Approved
0.7063 Intermediate Similarity NPD6385 Approved

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL3314714
ZINC  

Physicochemical Properties

Molecular Weight:  418.16
ALogP:  -2.0168
MLogP:  3
XLogP:  1.526
# Rotatable Bonds:  14
Polar Surface Area:  114.68
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  30

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs